Basic information Safety Supplier Related

Bis(tetrabutylammonium) dichromate

Basic information Safety Supplier Related

Bis(tetrabutylammonium) dichromate Basic information

Product Name:
Bis(tetrabutylammonium) dichromate
Synonyms:
  • Bis(tetrabutylammonium) dichromate 99%
  • Bis(tetrabutylammonium) Dichromate 
  • BIS(TETRA-N-BUTYLAMMONIUM) DICHROMATE
  • BIS(TETRABUTYLAMMONIUM) DICHROMATE
  • TBADC
  • TETRABUTYLAMMONIUM DICHROMATE
  • tetrabutylammonium, salt with chromic acid (2:1)
  • Bis(tetrabutylammonium) Dichromate [Oxidizing Reagent]
CAS:
56660-19-6
MF:
C32H72Cr2N2O7
MW:
700.92
EINECS:
260-315-6
Product Categories:
  • Cr (Chromium) Compounds
  • Ammonium Polyhalides, etc. (Quaternary)
  • Classes of Metal Compounds
  • Oxidation
  • Quaternary Ammonium Compounds
  • Synthetic Organic Chemistry
  • Transition Metal Compounds
Mol File:
56660-19-6.mol
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Bis(tetrabutylammonium) dichromate Chemical Properties

Melting point:
139-143 °C (lit.)
solubility 
sol dichloromethane, chloroform.
form 
powder to crystaline
color 
Light yellow to Brown
Water Solubility 
Soluble in water.
Exposure limits
OSHA: Ceiling 0.1 mg/m3
NIOSH: IDLH 15 mg/m3; TWA 0.0002 mg/m3
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Safety Information

Hazard Codes 
O,T,N
Risk Statements 
49-8-43-50/53
Safety Statements 
53-45-60-61
RIDADR 
UN 1479 5.1/PG 2
WGK Germany 
2
8
HazardClass 
5.1
PackingGroup 
III
HS Code 
29319090

MSDS

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Bis(tetrabutylammonium) dichromate Usage And Synthesis

Uses

Reagent for:

  • Preparation of nitrophenol derivatives and quinones under aprotic reaction conditions
  • Conversion of oximes to carbonyl compounds under microwave irradiation

  • Catalyst precursor for catalytic gas phase dehydration of acetic acid to ketene
  • Crosslinking agent

Application

Bis(tetrabutylammonium) Dichromate (TBADC) is a mild selective oxidizing agent for benzylic and allylic alcohols[1]. It can oxidize carbon-halogen bonds[2].

Preparation

Preparative Method of Bis(tetrabutylammonium) Dichromate (TBADC): a concentrated aqueous solution (300 mL) of Potassium Dichromate (29.4 g, 0.1 mol) is added to a saturated aqueous solution (300 mL) of Tetra-n-butylammonium Bromide (64.4 g, 0.2 mol). TBADC precipitates and can be removed by filtration (62.8 g, 90% yield).

storage

Bis(tetrabutylammonium) dichromate was reported to be a toxic agent. The reagent should be handled in a fume hood.

Purification Methods

Wash it with water and dry it in a vacuum. Recrystallise it from hexane (m 79-80o). [Santaniello & Ferraboschi Synth Commun 10 75 1980, Beilstein 4 IV 556.] (Possible CARCINOGEN.)

References

1. (a) Santaniello, E.; Ferraboschi, P. SC 1980, 10, 75. (b) Luzzio, F. A.; Guziec, F. S. OPP 1988, 20, 533.
2. Landini, D.; Rolla, F. CI(L) 1979, 213.

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